Abstract

The first asymmetric synthesis of (6 S,13 R)-6,13-dihydroxytetradeca-(2 E,4 E,8 E)-trienoate has been developed. The key steps of the synthesis were the use of an efficient lipase-catalyzed acylation, a chiral template-driven enantiocontrolled allylation for introducing the stereogenic centers, and a cross-metathesis for controlling the C-8 olefin geometry.

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